Benzyl Bromide → 2-(Benzyloxy)-3-methoxybenzaldehyde

HRID 260070

반응식

HRID 260070 반응식
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:6]([O:7][CH3:8])[C:4]=1[OH:5].[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:8][O:7][C:6]1[C:4]([O:5][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:3]([CH:11]=[CH:10][CH:9]=1)[CH:2]=[O:1]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 8991o-VanillinHCID 11430Potassium Carbonate

생성물 1

HCID 12680872-(Benzyloxy)-3-methoxybenzaldehyde수율 93%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 196.0 g (1.30 mole) of o-vanillin (Aldrich), 200 g of benzyl bromide (Aldrich), 500 g of anhydrous potassium carbonate and 1,500 mL of absolute ethanol is heated, with stirring, at reflux for 6 hours. After cooling, the supernatant is decanted and the remainder is filtered. The combined filtrate and supernatant is concentrated at reduced pressure to remove solvent. The remaining oil is extracted into 1 L of ether. The ether solution is washed with 500 mL of water, 600 mL of 1% potassium hydroxide solution, and 500 mL of water and then dried (potassium carbonate) and concentrated to give 263.4 g (84% yield) of product; mp 41°-43° C. Reported mp, 43° C. (Chem. Abstr. 62:16110a).

후처리

  1. temperatureis heated
  2. temperatureat reflux for 6 hours
  3. temperatureAfter cooling
  4. customthe supernatant is decanted
  5. filtrationthe remainder is filtered
  6. concentrationThe combined filtrate and supernatant is concentrated at reduced pressure
  7. customto remove solvent
  8. extractionThe remaining oil is extracted into 1 L of ether
  9. washThe ether solution is washed with 500 mL of water, 600 mL of 1% potassium hydroxide solution, and 500 mL of water
  10. dry with materialdried (potassium carbonate)
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1c7d521c149d4a3c968ce07c145bcd86
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05525614

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